1071622-21-3

Basic information

• Product Name: 4-Amino-2-chloro-5-methyl phenol
• Synonyms: 4-Amino-2-chloro-5-methyl phenol
• CAS NO: 1071622-21-3
• Molecular Formula: C7H8ClNO
• Molecular Weight: 157.59752
• Mol File: 1071622-21-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Amino-2-chloro-5-methyl phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-2-chloro-5-methyl phenol(1071622-21-3)
• EPA Substance Registry System: 4-Amino-2-chloro-5-methyl phenol(1071622-21-3)

Safety Data

• Hazardous Substances Data: 1071622-21-3(Hazardous Substances Data)

Upstream product

• 40130-97-0 2-chloro-5-methyl-4-nitro-phenol 
• 2581-34-2 3-methyl-4-nitrophenol 
• 7647-01-0 hydrogenchloride 
• 57982-80-6 2-chloro-5-methyl-[1,4]benzoquinone-4-oxime 
• 65151-63-5 5-chloro-2-methylphenylhydroxylamine 
• 62509-09-5 2-chloro-5-methyl-4-nitroso-phenol 

Downstream Products

• 19832-87-2 2-chloro-5-methyl-1,4-benzoquinone 

Relevant articles and documents

Kinetics and Mechanism of the Bamberger Rearrangement. Part 4. Rearrangement of Sterically Hindered Phenylhydroxylamines to 4-Aminophenols in Aqueous Sulphuric Acid Solution

The rates of the Bamberger rearrangement of sterically hindered phenylhydroxylamines have been determined in aqueous sulphuric acid solution and the substituent effects (in particular, the steric effects) are discussed.The rate constants for phenylhydroxylamines with 2-substituents (Me, Cl, I) satisfied the Taft equation: log krel = ρ*?* - δES with ρ*-1.93 and δ-1.16.The result shows that steric hindrance of the substituents, in addition to the electron-donating effect, has an accelerating effect on the rates of the Bamberger rearrangement.The rate constants for 3-substituted 2-methylphenylhydroxylamines were generally greater than those for 5-substituted 2-methylphenylhydroxylamines.The difference was attributed to the 'buttressing effect' of neighbouring 3-substituents.This is the first example of steric acceleration of the Bamberger rearrangement.